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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63829Erstellt: 24. Oktober 2026

Isobutyronitrile → 3-(2-Bromophenyl)-2,2-dimethylpropanenitrile

https://huagongshe.com/de/reaction/63829

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsobutyronitrileHCID 6559—
Edukt2-Bromobenzyl bromideHCID 76965—
EduktLithium HexamethyldisilazideHCID 2733832—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(2-Bromophenyl)-2,2-dimethylpropanenitrileHCID 1520702599,7%

Reaktionsschritte

To a solution of isobutyronitrile (3.58 g, 52 mmol) in dry THF (30 mL) was added LiHMDS (1.0 M in THF) (80 mL, 80 mmol) at 0° C., stirred for 20 min, and to this solution was added 1-bromo-2-(bromomethyl)benzene (10 g, 40 mmol) in dry THF (70 mL). After 3 h at rt, the reaction mixture was quenched with saturated NH4Cl solution, extracted with EtOAc (2×), the combined organics were washed with H2O, brine, dried over Na2SO4, filtered and concentrated to give 9.5 g (99%) of Intermediate 24A as red wine liquid. 1H NMR (400 MHz, CDCl3) δ 7.57-7.60 (2H, m), 7.30-7.34 (1H, m), 7.12-7.17 (1H, m), 3.08 (2H, s), 1.4 (6H, s) ppm.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447110B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-c0fcc3448fea4b16ac2dd1498b7973c6
Quellennotizuspto-grants-2016_09